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Chromatographic data
DATA’(Ig6S)
CHROnlATOGRAPHIC
PC h!f? (J.
VALUES
SHl3RhI,i,
Papers
Solvents
OF
~Il3:‘l’AL
Lnfnycttc
D 53
IONS
lkston,
Collcgc,
Pa.
unpublisltccl
1soip,
data)
= An~bcrlitc sulfonic acid cation-cscliattgc paper, I-l+ form. SA-2 quntcrnary atnn~ot~iLttn anion-cscliange paper, Cl- form. SE-2 = Atnbcrlitc MN-A = nlacl~cry-Nagcl sulfonic acicl cation-cxchangc paper, l-l-+ form. MN-13 = nIachcry-Nagcl quaternary ntnntoniutn anion-cschan~c paper, Cl= Whnttnrun No, s ccllulosc paper. w- I
:
:
Sl
=
go
y<,
iLCCtOllc
+
Ioo/o
6
1v
I-ICI.
_I- 10 “/o G A’ l-ICI. S, =’ cjo o/On~ctllanol = c)o o/o ncctic ncid + IO o/o G _iir I-[Cl. S .a 5.1 = 90 O/”accric acid + I0 o/o 13 N I-[Cl. ‘.l.‘ccltniq tic : s .hxncling. ~ .Hismuth was 0.050 .W cliloriclc Initial zones: _j i/l of 0.050 &Z test solutions. \*atxLcliLtm was a s;ituratctl solution of \f2O, in 0. I0 116 I-f,SO,; nitrates dissolved in \vntcr. Spray xvith ycllo\v ntntnoniLtni sulfitlc followccl by clilutc I-ICI. Dctcctiott :
Ui(III) Cd(ll) Co(lf) CLl(.ll)
0.331’ 0.70 0.55 0.55
Fe(LII)
O.YS
Ni(l1) 1’1~) ( I I) V(V)
0.00
0,oo
0.61
0 , .:I0 0.39 0.37 0.3s o.SG 0.00 0.?S 0.03”
I’
0.00 0.00
O..$
0.00
0.5’;
o.sg 0.00 0.52” o.o;{g’J 0.53 0.5”
0.27
II
0sAl.3 0.00 0.00
0.04
j
0.2W
I-I+- h-on13
; 0.37
o.so
13i(lll) Ccl( 1 I) Co(lL) LII)
Ni(ll) Pb(TI) V(V)
0.35 0977 0.35 0.77 0.77 0.00
0.02
0.36” 0.75
Ui(lll) Ccl(l‘l) Co(l I)
0.2IC
Cu(II)
0.150
0.033 0.1sa
0.3Gc 0.046 0.00 0.053
mz(lll)
Ni(1.l) Pb(II) V(\‘) n Comet
from
origin
0.055 0.14 0.12 oar5 0.71 0.079 0.00 0.055 to this Xl,* value.
o.so
0.00
c s3 0.0-j o.G7 o*s2
CLl(ll) l’c(
0.72
form.
o.SG
o.s3
0.76 o.s7 o.s:! 0*34& 0.77
O.Gq.
O.Od~7 0.10 0.13 0.23 0.73
0.00
0.25 O.Z‘=jR
o.sg o.,bGC 0.17 0.00
0.00
0.12
0.13
b Double
0.10
zone.
C Diffuse
zone.
clissolvccl in I : J 1-ICl; tits rest wcrc 0,050 IIT
CHRO~IATOCR.4PHIC
D 54 PC RI.- \'ALUES (M.
:\LAM
Paper:
Solvents
:
Dctcction
(REth'I'IvI3) OF 1X. J. MCILROY,
AND
RI'ETHYLATISD J. CJimz.
PISNTOSES
Sot.,
C (1907)
0.94 0.95 0.73 0.38 0.0.~
3,3-ni-0-methyl-D-sylosc
o--O-methyl-D-sylosc Olijiosaccharidcs
TABL’G
(X$8)
1579)
M’hatman Nos. I and 3. S, = 1z-Butanol-ethanol-~~ratcr (4 : I :5). (azcotropic misturc). S, = w-Butanol-wntcr : Not specified.
2,3,4-Tri-0-methyl-D-xylosc 2,3,5-Tri-0-methyl-L-arabinose
l
DATA
Relative
0.80 O.SZ 0.58
0.20
_,3,4,G-tctra-0-methyl-D-glucose. to that of q
62
PC Rp VALUES AND RELATED COS!POVYI2Y (S. P. l”r;~snr..\N, Z.
HIGH-VOLTAGE
FAPEII~
1-I. ~
AND
ELECTROPHORWSIS
I<. A.
\\r~\~w~~,
OF .d?ta/.
I-IonfoC1'STINL
13iocJtenz.,
18
AND
(1967)
Sonm 21.5)
Pa+r ~J~~o~~zniog~npJry Whatman No. 3 MM. Paper: S, = ?r-Butanol-acetic acid--water (6: 2 : 2). Solvents : S, = Isopropanol-formic acid-water (30 : 2 : 15). S, = Acctonc-0.5% aqueous urea (6:4). (80 : 4 : 20). S, c Methanol-pyridinc-water lktcction : Cadmium-ninhyclrili rcagcnt. Papcv ebeclropltoresis Whatman No. 3 MM. Paper: 97% formic acid, 2.5 y0 ; glacial acetic acid, 5.7 y0 ; PI-1 r.S5. Buffer: 3,000 V per 5S.g cm strip. Voltage : Time : 60 min.
I-~OInfJCySt.k!
0.19
Cystinc I-Iomocystine Cystathionine Homocystcic Cysteic acid
0.04 0.57 0. IO 0.14 0.04
thiolactone acid
* Relative ** Migrates
to alaninc = 1.00. toward the anode.
s,
s,
S.1
0.44 0.34 0.71
0.39 0.30 0.s5 o.4G 0.2 7 0.71
0.3r 0.20 0.81 0.19 0.4G 0.39
0.2; k
0.45 0.4G
o.so o.G4 1.36 0.79 -0.10** -0.23**
CHROIU.4TOCrRAPHIC TABLE TLC (R
DATA
(I
9685)
1155
63
fZ~,lVALUES OF P\T-~,‘~-UINITRO-~-AMI~OPH~~YL (.DNAP) DERIVATIVES OF AMINO ACIDS M. F;‘. GODSHALIC, J, JOICE ANI> II;. W. JAMES, A,rtaZ, Bidtern., 19 (1967) 362)
S. X?IATNEY,
Thin layer: Sol\~cnt.s : Detection DAT.4 P
Silica Ccl G. acid (70 : 30 : I). % = Cl~loroform-gz-propanol-acetic S, = Chlorol’orm-(eel.-amyl alcohol-acetic acicl (50 : 50:3). acid (60 :I3 : 27). % = Bcnzcne-pyridinc-acetic : Nitrogen cliosiclc and then P-naphthol.
of
Alanine /%A1aninc Argininc Aspnrtic acid Clutaniic acid Glycinc EIisticlinc (N-c+DNAP) Isolcucinc Leucinc Mctliionine Norleucine Norvalinc Phenylalanine Prolinc Scrine Tlirconinfb ‘Tryptophan Tyrosine 0-Mono-DNAP-tyrosine Valine OH (3-Amino-4,6-clinitrophci~ol) NET,(4,6-Dinitro-nz-phcnylcnccliarnine)
I?[*. ---
0.33 o-57 0.00 0.02 0.09 0.17 0.00 0.70 o.G5 0.47 o.G7 0.59 0.50 0-38 o,od+ 0.09 0.46 0.29 0.00 o.Go o.so streaks
0.5s o* 73 0.00 0.09 0.39 0.36 0.00 o.s7 O.&I. 0.69 0.86 O.S? 0.70
0.60 0.12 0.20
0.69 0.36 0.00 0.q 0.92
strcalcs
.0.64 0.07 0.12 0.53 0.40 0.49 0.10 o.SG o.sg 0.74 0.Q 0.93 0.58
o.s3 0.39 0.37 0.52 0.75 0.15 0.92 1.00 o.S6
-I-.-\13LE 64 ;\LIPI~l..\TIC MONO-GLYCIDl’L ETIIIZRS PC i?p VALUI~S OF SOhI (J. hTovA~;, Collcclior~ Czec?~.,Chwz.. Cowmiin., 32 (1907) 3795) \~\‘hatmnn x0. 3. Paper : Asccllcling. Tcchniquc : Itnprcgnation : .1I = it0 o/o solution of pctrolcunl in petrol ctlwr. T, = 30 o/o cthanolic solution of formnniicle. I;, = 25 o/octhanolic solution of fornianiiclc. $3, = ~~Ictllanol-~z.-l~utanol-\\~ater (TG : 1’: ;t). Sol \T!nts : s, = Cyclohcsanc-cliloroform (I : I). s:, = I-lCpt”ll”-CyClOllCsallc (3 : I) * rl.‘lw proccd~1rc is cat-rid out ‘1:rcatment \vith quinolinc for TO min at I Io-rzj”. Dctcctioii : bct\ecn t\vo glass plates ancl Iaycrs of pupcr wool, qainolinc lxing soalrecl into tlw paper ~~001, and uriclcr infrared Intnps.
CoMlpoulzrz R
R-0-CI-I,--Cl-I-Cl-I., \O/
-
Rp
r,s,
.r,s.,_
13%
-
-
__-w-*13W*l:-
C,,I-T,,-C,,I-f,:,-
I-IO-CI-I,-CI-I,Cl?I,-CI-I-Cl-I,rcspcctivcly I-IO-CI-I,-Cl-II I CI-T, 0 I-I rcspcctivcly I-IO-CtI,-CI-I,-CI-ICI-I,-CI-T-CI-I,-CI-I,I I 0 I-I U-1, I-TO-(CI-I.,),a-I,-o-(et-I,),C,T-T,-O-(Ci-I,),c,I-I,-o-(CI-12),-
O..jS
-
-
-
-
0.03 -
0.17 0.37 0.43
-
-
0.50 o-57
-
-
0.57 -
-
0.30 0.10
0.1g
0.3s 0.80
:unhyclriclc clissolvccl in IO nil ncctonc arc of clcrivativcs : 100 mg of the invcstigatccl rctlusccl with 5 ml of a 1 0/Osolution of fi-atiisit1in.c in ncctonc for 30 min. ‘I.‘hc esccss of p-anisiclitic is rctiiovccl by tncatis of a strotq ncicl cation c.schatigcr. ‘I’hiti Inycr: MN-lG2scljiol N-FIR. Solvcni:: 13cttzctic-~ctrahycl~ofuran-prol~ionic acid (So : 30 : 5). Dctcctioti : r part: of ~-cliti~ctliylntiiitiol~cn~nlclch~~clc in 100 parts of ethanol and 5 parts of hyclrochloric acid. Preparation
+A nisid!‘de -----.---
of
RI.--
_-.--__-__._
__-.._.._... _.__
l?yrotncllitic atihyclriclc Citracotiic anhyclriclc IVIalcic at~liyclriclc Succinic ntiliyclriclc ‘IYrinicllitic atihyclriclc ~ticlot~ictliylci~ctctrahycliycl~~~~li~li~lic ntiliyclriclc Phtl~,alic ntihyclriclc ~L’ctrnhyclrophtl~~lic at~l~yclriclc I-lcsnli~~clroplitl~~lic atihyclritlc hIctliyleticlot~ictl~ylctictctr~liycl~~~~~li~li~~lic atihyrlriclc ~.L’ctracliloroplitli~lic ntihyclriclc l-2’osncliloroctidot~ictliylctictctrnliyclroplitlialic atihyclriclc
TLC
xl.-
VALUES
OF
SO>IIZ
0. 1-h 0.2.3 0.2(1,
0.37 0.47 0.52 o._p 0.01 0.Gg 0.7-I
o.S3 0.90
NITROCI~lLORO~I‘5iV%l~~l~S
(I\‘. O13I3tI~3.4 AN13 1’. ~A\‘R:\TIL, C//Cllt. f=l’f~111:\JS~, 17 (1967) ‘l’hin layer: Alutniniut~~ osiclc, activity TTY, 00-100 DIN (7 : 1). Sol\vt1ts : Sl = 1-Icsnllo-accto11c
Dctcc~ioti:
s,
=
I-lcsatlc-acctot1c
(10:
s,
=
I-~CXallC-ZtCCtOtlC
s, S,
= =
I-1csanc-acctot1c
(I 5 : I). (30 : I) *
%
=
C}~clollcsatlc-acctonc
$ ‘7 D, D,
= = =
Cyclollcsatlc-acctonc
D, = D., =
T 57)
Ncratovicc),
(Splann,
loose
layer.
I).
I-lcsanc.
(7 : 2). (7 : 1).
U.Y. light. .liccluctioti by sprayinff with statinous Ghrlich’s rcaficttt. Sodium hyclrosiclc in aq~~cous ethanol. Sodium hyclrosiclc in acctonc.
Cornpozimd
2-Nitroclilorolxnzctie 4-Nitrochlorobcnzcnc z,q-Dinitrochlorobcnzcnc a,&‘Dinitrochlorobwwxtc ?,4,6-Tritiitrocl~lorolxtizct~c
chloriclc
solution
and
thcti
clctcction
with
I?p
. 3,
Sl
s,
0.90
o.SG
o.so
0.96
o.g4
0.92
o.so 0.56 0.67
0.67 0.41
o-55 0.33 0.36
0.51
s,
sll
s,
0.76
0.55
o.s3
o.ss
0.65
o.s2
0.43 0.19
0.19
0.72
0.13
0.22
0.06
0.59 0.6G
0.79 0.57 0.63 0.41 0.47
s,,
i
.
&cck.
DERIVATIVES
~ohdio~~
Clrew. Com~mt!a., 32 (1967) 2742)
n-JIethyl-I,j-diaminobenzeIle q-Methyl-I,?-diaminobenzene ;r-Methoxy-r,+diaminobenzene z-Nethosy-r ,j-diaminobenzel~e j-Uethosp-r,a-dianlillobeIlzelle 2-Jiethgl-j-nlethosr-I,$-diaminohenzene Nyano-I,+diaminobenzenc
-
-
0.52
0.76 0.25
0.20 0.36 0.11
0.07 0.15
0.03
0 0
0
o&.jo
-
0.55
0.1s
-
0.53
0.14 0.04 o.oG
-
-
0.01
o.rj
0.04
0.62 0.67
o-.53 0.66 0.32 0.3s
0.16 o-33
0.01
0.0s
0.10
0.03 0.02
0.04
0.01
Whatman No. 3. 20 y0 formamide in ethanol. S, = Heptane, in atmosphere of ammonia. S, = Heptane-benzene (I : I), in atmosphere of ammonia. S, = 13enzene, in atmosphere of ammonia. S, = Chloroform, in atmosphere of ammonia. S5 = Chloroform-ethyl acetate (I : I), in.atmosphcre of ammonia. Ehriich’s reagent and observation in daylight and U-1’. light.
&%3’r\Rl~,
3-8lethyl-I,q-diaminobenzeIle n-bleth$I ,3-diaminobenzelle
Detection :
Paper : Impregnation: Solvents:
J.
OF DIAMISOBESZESE
ASD
12~ VALUES
(1. GE!WNS
I’c
TABLE 67
red orange orange orange orange
~dlO\V
p?llOW
orange faint yellow-green yellow-green orange red red red orange gold
&yano-I,n-diaminobenzene 2-Ethosy-I,j-diaminobenzene z-Chlor~-~,4-diamillobellzelle 4-Chloro-I ,2-diaminolxnzenc 2,6-D~~~loro-I,4-diaminobenze~le 2-Chloro-4-aminophenol ?-Amino-q-methyll,henol I .~,4-l‘riaminol>wz.eiie 2,3,j-l’riaminochlorobenzene $3, j-Trian~inobronlol~enzene N-Benzogl-I ,4-diarninobenzene S-AminoquinoliIie N,N-Dimethpl-I,4-diaminol>enzelle I\‘,K-Diethpl-I,4-diaminobellzene i\‘-Xlethpl-N-hpdrosyethyl-r,4-diamino~enzelle id-Ethyl-i\-hydros)rethyl-I ,J-diaminobenzelle N-Ethyl-1\T-methoxyetl~~l-I,4-diamino~cnzee ~-~lcthyl-~,N-bis-hydrosyetl~yl-I,4-diaminob~nzenc X,X-Bis-hydrosycthyl-I ,4-diaminol>cnzene N-lipdros~eth~~l-~-c~a~~octl~~l-I,4-di~~~~i~~o~cn~c~~e ~-Cl~loro-N,5-bis-h~drosyethgI-r,4-di~~~~i~~oi~e~~~e~~c 2-~Jethyl-N-l>utyl-N-hydrosgcth~l-I ,~-diaminol>el~zene ~-~1@IhOs~-j-aceta~~~ino-N-h~dro~\:ethyl-N-c~a~~oetl~ylI ,4-diaminobenzene ~-Ethosy-5-acetamino-N.N-l>is-acetos~etl~~l-I,4-dia~ni~~obenzene o-33 o-34 0.43 0.66 0.0s 0.11
0.09 0.09
0.02
0.01
0.3’ o.sg
0.03 o.GG
0.01
0
0
0
0
0.01
Ohj
0.47
0.71 0.03 o.oG
0.27
0 0 0.25 0 0 0 0 0.12
o-39
0.10
0.17 o.SG O.jS o.s7 0.09 0.26 OSj 0.02 0.01 0.05 0.05 O-74
0.05 0
o.G7
0 0
0
0
0.01
O.&j0
0.0s 0 0 0 0 0 0 0.4' 0.10
0.16
0.02
0.01
0.10
0
0
-
-
0.4’ 0.90
-
O-93
orange
faint orange
orange orange yellow -
JQAlO\Y
-
orange gold Grange-red faint yellow gold yellow yellow brown violet-red brown )T?llOW yellow-orange yellow-orange yellow yello\v pCllOW yellow )rellO\V
-
-
-.
--
-
-
-
-
0_3q -
O-33 0.10 0.22
o-45 -
0.21
0.3g
0.0s
0.22
o-95 O-47 0.65 0.91
OS3
0.92
0.65
O-17
0.7s 0.16 O-35 0.02 o-13
0.55'
0.54.
0.23 0.71 orange red-orange violet orange yellow-green yellow-green green yellow gold -
JdlOW
I‘, 60
CHMO~IATOG~AP~IIC
II‘LC x1.. \‘:\LUIES (I?. I:. I-Ih~~voo~~, Thin lsycr: Sol\*cnts :
Dctcction:
CO~IIIpollild
OF SOJIE NEUTRAL 31. \V. 1-10~~~2~
Kicsclgcl
s, S, S, 13, ID,
GF
25q
DATA
(1968)
DRUGS ~~13 1-E.
(hlcrck)
activatccl
for
1 11 at
Iloo.
= Ethyl ncctatc. chloriclc-\vatcr (1 : 2 : ~----organic phase), = Diosan-mcth~~lcllc = Chloroforni-acctonc (9 : I), = l-J.V. light (Hanovia Cliromatolitc 254 nm). = The chrornatogranis arc C~~OSC~ for a fc\v see to chlorine gas, left in air for about containing 1 “/o of potassium Ij niin and spra>~ccl \vith 2 o/o starch solution iodide. __-_-.-_-__-______ Limi( qf dcfeclio~u i.12jig I?!..
-
--.------- s, s, --.-_--_--~-.-----
s:,
Aniiclopyrinc
0.25
o.GS
0.20
B~nicgriclc
0.63
0.70
0.93 0.9-t
O.&i0 O.J_1
0.62
0.79
0.20
l-3. :zocninc Crc nvaletonc Caffcinc Carbronial Gtliylbutyrylurca Ethylcrotonylurca Glutctliiiniclc Meplicnesin Mephcncsin carbamntc Meprolxmate Methylpentynol carbamatc Methyprylone Pentylcne tetrazole Pheiiurone Sedorniicl Sedulon Styraniatc TJrea
-
12,
-.--.
D,
06.5
0.5 10
0.5
10
0.5
0.5
0.5
0.5
0.16
0.gG
0.10
o.GS
o.sg
o.;t7
O.=J3
0.73
0.23
0.53 0.6s o.& 0.50 o.+s
0.73
0.23
0.96
0.55
O.Gj
O.IG
0.gS
0.10
o._=jI
0.00
*5 abovc
100
0.5
0.W
o.ss
o..to
;LlJOVC
100
0.5
O.‘{O 0.23 0.53 0.03 0.31 0.50 0.02
0.7” 0.55
0.27 0.13
above al,ovc
100 100
O.&f
0.15
o.Sr
0.27
0.67
0.52
0.03
0.23 0.0s
0.03
0.5 TO
al~ovc 3
100
0.5
0.5 3 *5
IO 3
*5 above
0.5 100 0.5
5 100 above
0.5 0.5
0 . .5 100
0.5 ‘5
100
0.5
CHI”\OJIATOGI‘\r\I~HIC’
TABLE
DATA
D
(I@)
61
G9
PC XI? v.+LuTzs OF SOME ~,~-l3IS(4-r-~Yl~RO.~~~P~I~~~YL)PI~Ol~.-\~:$I~l%RI\‘ATI\‘lLS (I. WIIZSNER, Calleclio~t Czech. Chm. Co~~~wr~r., 32 (1967) 449) Paper: \Yhatman No. 3, Impregnation : .L, = 25 O/( rlictllanolic solutioti of formnmiclc. o/o Ilwth~LilCJ~ic SOlLltiOll Of C~~lliC~h~~f~~~ll~~ii~C~~. I, = l.j--20 -. S01\w11ts : (I : ‘I *‘). 31 = l-lopt,zllc-cllloroform ._ _ s, = H.cptanc. s, = Cl~loroform. s,, = C~~CiCJhC~~~ll~-b~tl~Cll~ (5 : I), Detection : ‘I’reatiiicnt with pyricliilc or quinoline for rg-20 miii at I Iso. Tlic procedure is carriccl out bctwcen t\vo glasis plates mcl lnycrs of paper wool, pyricliilc or quilioliiic lamps. bcitig sonlcccl into tlic papi’r lvool, ancl unclcr infrared
------
--_--
014-l
-
0.1s
0.26
I .oo
-
0.06
1.00
-
0.09
1.00
_-
*--
0
I.00
-
0
O.SG
-
0
0.61
-
0
0.1s 0.37
-
0
D
CHl~Oi\lATOGRAPHIC
62
Pay: Impregnation Sol\,Tnt : Dctcction :
\\‘llatmall
No.
: 30 o/0 solution
3. of z,Z’- osyclicthanol
El,, =
Potnssium
ID, =
Potassium
r-(_~-le~~.-Nonylpllcllos~~)-~,q-cposyl~~c~l~nrlc ~-(2,~-.Di~~~ctl~ylpl~ct~osy)-~,3-cposypropanc 1-(3.~-Din~etl~ylpl~c~~o.~y)-:!,3-cl~osypropanc r-(~-i\Ietllosypllcllosy)-:!,3-cl>osyp~ol~anc 1-[~-(~-Isol~ropylpl~cnyl)-l~licnosy]-~,3-cpos~~propane ~,~,~-Trimctl~yl-~-[~-(~,3-cl~osypropylosyl~l~c~~yl)~-cl~romanc
-0
ctllcr-clim~thylfo~mnt~~iclc
iocloplatinntc. ioclofcrratc.
j-eposypropanc 1 -P11on0sy-a, 1-(~-~~ctl~yl~~licnosy)-3,3-c~o”ypr~~ r-(3-~Ictl~ylplicnosy)-a,3-c~~o~y~~ro~~~~~~~ ~-(~-~~~tl~~~Ipli~1ios~~)-2,3-e~~oxy~~rol~a~~~’ I- (4-~tllyll’licnos~~) -2,3-eposypropanc 1-(~-I~opropylpl~c11osy)-2,3-cposyprc 1-(~-Tsopropenyl~~?hcnosy)-~,3-c~,o~~~~~ 1-(~-~~~~/.-I3utylphcnosy)-z,3-c~,os~~~~ I -(~-levl.-Octylphc1~osy)-~,3-cposypropa1~~
CH2-CHCH20 \/
monobutyl
?L-I-Ieptanc.
O-43 0.L1-9 O.-ICI 0.5s 0.5~C 0.59 0.67 0.65 O.SI
O.SJ 0.63 0.60 0.16 0.49 0.47
1~AT.A (1968)
(1 : 2).
11
IhAxxtion Gcncrnl
(a)
: formula
:
( b)
-CHzCH--CH2 ‘0’
Ccl~~qwlrl?rr! ._..... _-_.-._ ‘I CL I 1.1 Ic .IiL
--CH_YCH OH
I1
0
o.g1
0
Cl.fj
.I
0
0.1
.j
I
O.fjG 0.33
la
‘2
:I iL ‘1 il
3 -t
.I I.1
1
O.IcJ 0.
IO
0.0s
-CH2CI
(cl
-CH2CH-CH20H OH
CHROMATOGRAPHIC
D 64 TABLE PC
RF
(I.
VALUES
OF
CONTAINEL3
IN
THE
LO\\‘-MOLECULAR
Mkltnlan No. 3. 30 Oh solution of r,S-octnnediol-dill~~tll~l Cyclohesane-cliosanc (4 : I) ; 1000 ml water. iocloplatinatc. D, = Potassium ioclofcrrnte. D, = Potassium
Impregnation: :
Detection
COMPOUNDS
‘EL’OSY
RESINS
Collcctiow Czec?~. Che~z. CO~WWUR., 3~ (1gG7) -12 19)
Paper:
Gcncral
: forniula
of
tlic
sulfosiclc niobilc
(I : 2) in mctlxmol. plinsc wcrc snturatctl
: Y
CH2CHCH20--X-0
-CHCH20-X-0
I OH
S
rcprcscnts
:
Y rcprescnts
: -CH2
:a) -
IIIa Ila IFIb \&Ib Ib ITIc IIC IC la Ia
(b)
-
CH2CH I OH
cH2cTOA
0
o.ss o.so
0
0.62
0
OS.53
0
0.4.X
0
0.24 0.20
0
0 0
0.14
0
0.04
0
VIb Vb
0.23 0.07 0.02 0.94 0.77
0
0.51
0
VIC
0
0.36 0.10
\‘ITa LVa
0
I
0
0.63
In Via \:a
(196s)
72
\\‘IESxER,
Sol\*cnt
13.4T.4
I 2
3 0
-
CH2CI
(Cl
-CH2CH
-CH20H I
OH
\vitli 2 ml
CHRO~lATOC;i~.~~PH!S TARLE
73
PC i?p
VALU13S
OF
DATA
(1968)
CO~IPOUNDS
D
~@NT:\ISlSI~
IS
LOW-MOLl%CULAIZ
EPOSY
RESINS
BASED
65
Oh’
‘DIA\‘DROSYl3~N%‘lENES (I.
\YIl%SNER,
COh2GtiOlz
Paper : Imprcpzation solvcllt : Pctcction Gcncral
Czech.
Whatman
:
:
C/lClU.
No.
COWUl~I~~l~.,
32
(1967)
4.322)
3.
30 ok solution of r,S-octnticcliol-clitlictliyl sulfoside (x : a) in nictlmnol. Cycloliesari~-cliosnne (4 : I) ; 1000 ml of this rnisturc were saturatccl water. I3), = Potassium iotloplatinatc. ioclofcrrntc. 13, = Potassium
formula:
CH2-CHCH20-X-O ‘L-1
S rcprcsmts
-Y
:
CH3
S rcprcscnts (a)
:
-CH,C3q----~H,
(b)
-CH,CH
-CH2CI I OH
ILL Ib Ila IIIa
IIIb IVa. IVb IIb Va Vb Via VLb
CH3
0.29 0.12 O.G‘[
0.3s 0.16
0.5 I 0.19 0.23 0.27 0.10 0.2s 0. IO
(Cl
-CH2CH
-CH2CH I
OH
with
2 ml of
osicle (.l%2anal), without ‘I’hin layer : Aluminium l-lcsalle-acetolle (3: I). Sol\*cnt : Dctcction : II, = Tl1e spots arc colourecl. D, = Elwlich’s reagent.
I-Amino2-_-\minoI ,2-Diaminoi,3-Diaminox,-t-Diaminox ,j-.Diamino1 ,S-:DiaminoI,&.l>iaminoI, 7-Diamino2,3-Diamino2,7-Dianiinor,2,3-Triamino2,G-Diamino1 ,z,4-TriaminoI ,-~,j,s-‘l’etraaminoz-h,Icthyl-I-amino=-~ictll\Il-4-anlino~-hlctlii.l-j(S)-amiiioz-~Icthyl-j-aminoa-h,Icthyl-G(7)-amino~-h’Icthyl-I,3-diamino2-Methyl-1 ,.I-diamino, , j) a-hlcthyl-r,j-dinmino-_-~Ictliyl-r,S-cliamino” 2-Methyl-I,G-cliamino2-nlctli\,l-1,7-tlianliiio~-R4ctl~yl-3,6(7)-dian~inoa-Mctliyl-I,L~,j(S)-tri,amino4-nlcthyl-I-umino~I--~lctliyl-~-aminof-~Ietl~yl-I,3-di;~mino‘t-~lcthyl-~,j-diamino+-Methyl-I ,S-tliaminoG-Rlcthyl-I,&diaminod-Methyl-r,7-cliamino4-Mctliyl-I,j,S-triaminox,3-Dimctliyl-~,~-cliniliiiioI-Aiiiino-4-bcnzoyI~n~i~~oz-~Icthyl-I-a1iiino-~-bcnzo\Ilamitioa-ethyl-.r-ntllino-_l-bcnzoyl~tminoI-Amino-cl-cliloroI-Aniino-g-cliloro~-Amino-S-cliloroI-Acctamino-.I-clilOroz-Amino-3-chloroI-Aliiino-2-bromoI-Amino-3-bramoI-Amino-4-brolno-
binclcr,
O.GI 0.3s o..to 0.22 0.26 o..l_6 ".LC" 0.22 0.1-k 0.12 O..I I 0.23 0.10 0.20 o.:1g O.Gg)
o.G3 0.01 o.:t_t 0*-t I 0.29 0.3s 0.5 I O._lG 0.2s 0.1 s 0.0s 0.22 o.fxJ 0.3s 0.2 1 0.53 O,.I 7 0.2cJ 0.17 0.23 0.32 .o*-19 oe.57 O.G2 o..jG O._jS O.G_& O-7’ 0.55 0.S.i 0.7-t o.Gz
100s~ laycr.
brick reel ornngc-yc11o\\ \-iolct-blue l-ccl x*iolct rctl carmincz ornngerccl
orange-yclIo\v I)ro\vn oclirc->*cllo\v \*iolct l)ro\~n x’iolct Clark blue brick-reel brick-rctl lx-ick-reel ornngc->rollo\v ornngc-yellow x-ccl violet reel cnrmilic-reel orange-reel orange->wllow oclirc->dlow viol& brick-reel orange!-yc110\\ r-ccl t-cd carmine-i-cd ornngc-reel orang-!->dl0\V \-iolct rctl \Tiolct xvicalct violet hi-iclc-rctl brick-reel brick-t-ccl yc110\\, yellow orange-red I-ccl rctl
+
-1-
violet-blue orange-brown grey-grwn brown-carmine cnrminc-brown reel-brown ornngc-lm3\\~n dark brown ormgc-yc11o\v
violet bro\vn green
clarlc bl LIC _::
z + orange-bro\vn grey-green cnrminc-reel bro\vn-cnrminc lx-o\\m
h-own light bro\~n grcy_grccn -_ -Ireel browI C;lrtiiIiic-l.,ri:,i\‘n brown-carniinc
1igli t hrcn~n \*iolct ormigc-reel violet xhlct x*iolct +. +__ t ycllo\\~ yellow orntige-reel + +
2-Methyl-I-amino-3-chloro2-~Ictl~yl-r-a~~~ino-~-l~roi~~02-_4mino-3-lxonio2-Methyl-r-amino-‘I-bromoI ,~-Dinmino-2-bro~~~o2-Amino-l,3-clibromoI-Amino-2,4-clibromor-Amino-2-c11lOrO-~~-brOnlo2-MethoxyI-amino2-~~ethosy-3-an~ii~oI-Mctl~ylaminor-1-I yclrosy-2,4-clialnino.I-(p-l.l’osylamil70)-3-l_)romoI-AnilinoI-(p-Xitroanilino)I-(o-Cliloroaniliiio)-_ 11+ lnclicatcs bccomcs clccpcr.
brick-red brick-red orange-yellow brick-red violet oranw-:~z:low Orlclc-red brick-red brick-red ochrc-yellow carmine-violet violet ycl lO\V carmine-violet light pink carmine-violet
0.77 0.79 0.55 0.0s
0.59 0.71 0.52 O.S2
0.63 o.q.7 o.SG < 0.05 0.70 0.90 0.75 0.8s
.N
: zgrey-green + : + orange-yellow carniinc-violet grey-grccii yellow carmine-violet light pink carmine-viol&
--_.-..
that
after
sprayin g with
Elirlich’s
rcagcnt
the original
PC fi’l;~VALUES OP SONIX SULPHOD~I~IVATIVIS Ol? 3-HYDROSY-Z-NAPHTHOIC (J. <\\tlsI< AND J. ~lARI
colour
of the spots
ACID 35 j4)
M’llntlllall No. .{. ,~~-Propanol-ammotiia (2 : I). D, = tJ.1’. light. $-nitroaniliiic. D, = Diazotized
-._ c0112p01171~1!
KF
D,
13,
3-l-Iydrosy-2-naphthoic acicl 4-Ioclo-3-liyrlrosy-2-naplithoic acicl 7-Sulpha-3-hydrosy-2-naphthoic acid ,+-loclo-7-sulpha-3-hyclrosy-z-naphthoic 5-Sulpha-3-hydrosy-2-naphthoic acid
o.SG o.sg 0.50 0.63 O.‘@
green olive-green green olive-green yellow-green
violet-red violet-red reel red orange
acid
-
‘ TAl3LE PC
7t.3
Rfi-
VALUES
AS13
I1’5LlZCTROPl-lORETIC
;\lOl3ILITIRS
01”
SO;\112
I,.j,j-TRISU13STITUT~13
13~\Rl3l’CURIC
ACIDS
Sol\‘cnts
s, =
:
s:: =
z3 s; z =
4
Dctcction
:
11, = II),
=
13,
=
.Ii-13utanol-cone. ammonia-uxter (:I : I : 2). .Tsobutanol saturatccl xvith water. .. ‘II- 13utanol-acetic acicl-water (_t : I : .j), ?I-.lSutanol-ethanol-water (-10 : 11 : 19). Tsopropanol-cow. an~inonia-lvatcr (7 : 2 : I) , The chromatogran~ is sTxxyec1 with o. T :If NaOl-T ant1 vic\vccl unclcr ultraviolet light. IIic clironiatogram is sprayed \\-ith a 5 o/o ctlianolic cobnltous nitrate solution, clriccl at So0 ant1 csposcd to aininonia \.opours (blue spots of barbiturates). Socl~iuin pcrioclatc ant1 bcnziclinc (Car ribosiclcs),
Pnper electr~oplrovesis \v11at111a11 No. 1, Paper : 30 v/c111. Potential : Electrolyte : 13oratc buffer ~1-1 7. I 5. Dctcction : As abo~v2.
I-(8-D-~“\~bOfUl-~llOS~~)-~,~clictliyll~arl~ituric acicl I-~~~~~~~~~bofuraiios~~l)-j-C~ll~~l- j-T)hcll?‘lL)arbitL~ric
r-Rlcthyl-5,5-clicthylbarbituric acicl x-Methyl-5-ethyl-5-phcxiylbarl_Gturic
TABLE I‘l’c (31.
Paper : S01vc11t: Detection
0.77
0.79
0.80
o.S5
0.35 0.79 0.75
0.79 0.93 0.95
o.s2 0.90 0.90
0,s I
0.9 I
0,50
0.9’2
0.91
0.22
0.93
0.93
0.2
0.5r
3
77
&I**VALUES Bo~EI;,
acicl
0.35
OF J,
SOhIIE
FAR&\5
5-SUDSTITUT15D AND
17. Sonnl,
Whatman No. I. Ethyl acetate-acetic : Not stated.
Cj-AZAURACIL
Collection
acicl-water
Cscch.
DI::RI\‘ATIVISS
CJ~cmz. Co~rtnauu.,
32 (1967)
3577)
(30 : r p : 30). ‘P---
Compound
RI;-
5-(L-@O-I
,2,3,4-I~ctrahyclrosybutyl)-6-azauracil ,2,3,4-Tctraliyclrosybut)ll)-G-~l~~Luracil 6-(L-,x$0-1 ,2,3,~-l’ctrali~~clrosyl~utyl)-3-tl~ioso-2,3,~~,5-tctrahydro-r,2,~~-triazin-5-ox~e 6-(III-ribo-I ,2,3,~-~ctral~yclrosybutyl)-3-thioxo-2,3,~,5-tetral~ytlro-~,2,~-triazin-5-one 6-(~-~ylo-~,2,3,~-Tetrahydrosybutyl)-3-methyltl~io-2,j-dil~yclro-r,2,~-triazin-5-one ,2,3,~-Tetraliydrosybutyl)-3-n~ctl~ylthio-2,5-dihyclro-T,2,,~-triazin-5-ot~c 6-(0-~dbi~0-1 ,2,3,4-tctrahpclrosybutyl)-6-azauracil 5-(1,4-Anhydro-L-Zyxo-r 5-(r,4-.4nhyclro-L-;vybo-r ,2,3,4-tetraliyclrosybutyl)-6-azauracil ,2,3,4-tctrahyclrosybutyl)-6-azauracil 5-(1,4-Anhydro-o-ribo-I
0.2s
5-(D-do-1
0.2s 0.37 o-37 0.49 0.50 0.42 o-47 0.42
CHROnlATOGRAPHIC
PC h!f? (J.
VALUES
SHl3RhI,i,
Papers
Solvents
OF
~Il3:‘l’AL
Lnfnycttc
D 53
IONS
lkston,
Collcgc,
Pa.
unpublisltccl
1soip,
data)
= An~bcrlitc sulfonic acid cation-cscliattgc paper, I-l+ form. SA-2 quntcrnary atnn~ot~iLttn anion-cscliange paper, Cl- form. SE-2 = Atnbcrlitc MN-A = nlacl~cry-Nagcl sulfonic acicl cation-cxchangc paper, l-l-+ form. MN-13 = nIachcry-Nagcl quaternary ntnntoniutn anion-cschan~c paper, Cl= Whnttnrun No, s ccllulosc paper. w- I
:
:
Sl
=
go
y<,
iLCCtOllc
+
Ioo/o
6
1v
I-ICI.
_I- 10 “/o G A’ l-ICI. S, =’ cjo o/On~ctllanol = c)o o/o ncctic ncid + IO o/o G _iir I-[Cl. S .a 5.1 = 90 O/”accric acid + I0 o/o 13 N I-[Cl. ‘.l.‘ccltniq tic : s .hxncling. ~ .Hismuth was 0.050 .W cliloriclc Initial zones: _j i/l of 0.050 &Z test solutions. \*atxLcliLtm was a s;ituratctl solution of \f2O, in 0. I0 116 I-f,SO,; nitrates dissolved in \vntcr. Spray xvith ycllo\v ntntnoniLtni sulfitlc followccl by clilutc I-ICI. Dctcctiott :
Ui(III) Cd(ll) Co(lf) CLl(.ll)
0.331’ 0.70 0.55 0.55
Fe(LII)
O.YS
Ni(l1) 1’1~) ( I I) V(V)
0.00
0,oo
0.61
0 , .:I0 0.39 0.37 0.3s o.SG 0.00 0.?S 0.03”
I’
0.00 0.00
O..$
0.00
0.5’;
o.sg 0.00 0.52” o.o;{g’J 0.53 0.5”
0.27
II
0sAl.3 0.00 0.00
0.04
j
0.2W
I-I+- h-on13
; 0.37
o.so
13i(lll) Ccl( 1 I) Co(lL) LII)
Ni(ll) Pb(TI) V(V)
0.35 0977 0.35 0.77 0.77 0.00
0.02
0.36” 0.75
Ui(lll) Ccl(l‘l) Co(l I)
0.2IC
Cu(II)
0.150
0.033 0.1sa
0.3Gc 0.046 0.00 0.053
mz(lll)
Ni(1.l) Pb(II) V(\‘) n Comet
from
origin
0.055 0.14 0.12 oar5 0.71 0.079 0.00 0.055 to this Xl,* value.
o.so
0.00
c s3 0.0-j o.G7 o*s2
CLl(ll) l’c(
0.72
form.
o.SG
o.s3
0.76 o.s7 o.s:! 0*34& 0.77
O.Gq.
O.Od~7 0.10 0.13 0.23 0.73
0.00
0.25 O.Z‘=jR
o.sg o.,bGC 0.17 0.00
0.00
0.12
0.13
b Double
0.10
zone.
C Diffuse
zone.
clissolvccl in I : J 1-ICl; tits rest wcrc 0,050 IIT
CHRO~IATOCR.4PHIC
D 54 PC RI.- \'ALUES (M.
:\LAM
Paper:
Solvents
:
Dctcction
(REth'I'IvI3) OF 1X. J. MCILROY,
AND
RI'ETHYLATISD J. CJimz.
PISNTOSES
Sot.,
C (1907)
0.94 0.95 0.73 0.38 0.0.~
3,3-ni-0-methyl-D-sylosc
o--O-methyl-D-sylosc Olijiosaccharidcs
TABL’G
(X$8)
1579)
M’hatman Nos. I and 3. S, = 1z-Butanol-ethanol-~~ratcr (4 : I :5). (azcotropic misturc). S, = w-Butanol-wntcr : Not specified.
2,3,4-Tri-0-methyl-D-xylosc 2,3,5-Tri-0-methyl-L-arabinose
l
DATA
Relative
0.80 O.SZ 0.58
0.20
_,3,4,G-tctra-0-methyl-D-glucose. to that of q
62
PC Rp VALUES AND RELATED COS!POVYI2Y (S. P. l”r;~snr..\N, Z.
HIGH-VOLTAGE
FAPEII~
1-I. ~
AND
ELECTROPHORWSIS
I<. A.
\\r~\~w~~,
OF .d?ta/.
I-IonfoC1'STINL
13iocJtenz.,
18
AND
(1967)
Sonm 21.5)
Pa+r ~J~~o~~zniog~npJry Whatman No. 3 MM. Paper: S, = ?r-Butanol-acetic acid--water (6: 2 : 2). Solvents : S, = Isopropanol-formic acid-water (30 : 2 : 15). S, = Acctonc-0.5% aqueous urea (6:4). (80 : 4 : 20). S, c Methanol-pyridinc-water lktcction : Cadmium-ninhyclrili rcagcnt. Papcv ebeclropltoresis Whatman No. 3 MM. Paper: 97% formic acid, 2.5 y0 ; glacial acetic acid, 5.7 y0 ; PI-1 r.S5. Buffer: 3,000 V per 5S.g cm strip. Voltage : Time : 60 min.
I-~OInfJCySt.k!
0.19
Cystinc I-Iomocystine Cystathionine Homocystcic Cysteic acid
0.04 0.57 0. IO 0.14 0.04
thiolactone acid
* Relative ** Migrates
to alaninc = 1.00. toward the anode.
s,
s,
S.1
0.44 0.34 0.71
0.39 0.30 0.s5 o.4G 0.2 7 0.71
0.3r 0.20 0.81 0.19 0.4G 0.39
0.2; k
0.45 0.4G
o.so o.G4 1.36 0.79 -0.10** -0.23**
CHROIU.4TOCrRAPHIC TABLE TLC (R
DATA
(I
9685)
1155
63
fZ~,lVALUES OF P\T-~,‘~-UINITRO-~-AMI~OPH~~YL (.DNAP) DERIVATIVES OF AMINO ACIDS M. F;‘. GODSHALIC, J, JOICE ANI> II;. W. JAMES, A,rtaZ, Bidtern., 19 (1967) 362)
S. X?IATNEY,
Thin layer: Sol\~cnt.s : Detection DAT.4 P
Silica Ccl G. acid (70 : 30 : I). % = Cl~loroform-gz-propanol-acetic S, = Chlorol’orm-(eel.-amyl alcohol-acetic acicl (50 : 50:3). acid (60 :I3 : 27). % = Bcnzcne-pyridinc-acetic : Nitrogen cliosiclc and then P-naphthol.
of
Alanine /%A1aninc Argininc Aspnrtic acid Clutaniic acid Glycinc EIisticlinc (N-c+DNAP) Isolcucinc Leucinc Mctliionine Norleucine Norvalinc Phenylalanine Prolinc Scrine Tlirconinfb ‘Tryptophan Tyrosine 0-Mono-DNAP-tyrosine Valine OH (3-Amino-4,6-clinitrophci~ol) NET,(4,6-Dinitro-nz-phcnylcnccliarnine)
I?[*. ---
0.33 o-57 0.00 0.02 0.09 0.17 0.00 0.70 o.G5 0.47 o.G7 0.59 0.50 0-38 o,od+ 0.09 0.46 0.29 0.00 o.Go o.so streaks
0.5s o* 73 0.00 0.09 0.39 0.36 0.00 o.s7 O.&I. 0.69 0.86 O.S? 0.70
0.60 0.12 0.20
0.69 0.36 0.00 0.q 0.92
strcalcs
.0.64 0.07 0.12 0.53 0.40 0.49 0.10 o.SG o.sg 0.74 0.Q 0.93 0.58
o.s3 0.39 0.37 0.52 0.75 0.15 0.92 1.00 o.S6
-I-.-\13LE 64 ;\LIPI~l..\TIC MONO-GLYCIDl’L ETIIIZRS PC i?p VALUI~S OF SOhI (J. hTovA~;, Collcclior~ Czec?~.,Chwz.. Cowmiin., 32 (1907) 3795) \~\‘hatmnn x0. 3. Paper : Asccllcling. Tcchniquc : Itnprcgnation : .1I = it0 o/o solution of pctrolcunl in petrol ctlwr. T, = 30 o/o cthanolic solution of formnniicle. I;, = 25 o/octhanolic solution of fornianiiclc. $3, = ~~Ictllanol-~z.-l~utanol-\\~ater (TG : 1’: ;t). Sol \T!nts : s, = Cyclohcsanc-cliloroform (I : I). s:, = I-lCpt”ll”-CyClOllCsallc (3 : I) * rl.‘lw proccd~1rc is cat-rid out ‘1:rcatment \vith quinolinc for TO min at I Io-rzj”. Dctcctioii : bct\ecn t\vo glass plates ancl Iaycrs of pupcr wool, qainolinc lxing soalrecl into tlw paper ~~001, and uriclcr infrared Intnps.
CoMlpoulzrz R
R-0-CI-I,--Cl-I-Cl-I., \O/
-
Rp
r,s,
.r,s.,_
13%
-
-
__-w-*13W*l:-
C,,I-T,,-C,,I-f,:,-
I-IO-CI-I,-CI-I,Cl?I,-CI-I-Cl-I,rcspcctivcly I-IO-CI-I,-Cl-II I CI-T, 0 I-I rcspcctivcly I-IO-CtI,-CI-I,-CI-ICI-I,-CI-T-CI-I,-CI-I,I I 0 I-I U-1, I-TO-(CI-I.,),a-I,-o-(et-I,),C,T-T,-O-(Ci-I,),c,I-I,-o-(CI-12),-
O..jS
-
-
-
-
0.03 -
0.17 0.37 0.43
-
-
0.50 o-57
-
-
0.57 -
-
0.30 0.10
0.1g
0.3s 0.80
:unhyclriclc clissolvccl in IO nil ncctonc arc of clcrivativcs : 100 mg of the invcstigatccl rctlusccl with 5 ml of a 1 0/Osolution of fi-atiisit1in.c in ncctonc for 30 min. ‘I.‘hc esccss of p-anisiclitic is rctiiovccl by tncatis of a strotq ncicl cation c.schatigcr. ‘I’hiti Inycr: MN-lG2scljiol N-FIR. Solvcni:: 13cttzctic-~ctrahycl~ofuran-prol~ionic acid (So : 30 : 5). Dctcctioti : r part: of ~-cliti~ctliylntiiitiol~cn~nlclch~~clc in 100 parts of ethanol and 5 parts of hyclrochloric acid. Preparation
+A nisid!‘de -----.---
of
RI.--
_-.--__-__._
__-.._.._... _.__
l?yrotncllitic atihyclriclc Citracotiic anhyclriclc IVIalcic at~liyclriclc Succinic ntiliyclriclc ‘IYrinicllitic atihyclriclc ~ticlot~ictliylci~ctctrahycliycl~~~~li~li~lic ntiliyclriclc Phtl~,alic ntihyclriclc ~L’ctrnhyclrophtl~~lic at~l~yclriclc I-lcsnli~~clroplitl~~lic atihyclritlc hIctliyleticlot~ictl~ylctictctr~liycl~~~~~li~li~~lic atihyrlriclc ~.L’ctracliloroplitli~lic ntihyclriclc l-2’osncliloroctidot~ictliylctictctrnliyclroplitlialic atihyclriclc
TLC
xl.-
VALUES
OF
SO>IIZ
0. 1-h 0.2.3 0.2(1,
0.37 0.47 0.52 o._p 0.01 0.Gg 0.7-I
o.S3 0.90
NITROCI~lLORO~I‘5iV%l~~l~S
(I\‘. O13I3tI~3.4 AN13 1’. ~A\‘R:\TIL, C//Cllt. f=l’f~111:\JS~, 17 (1967) ‘l’hin layer: Alutniniut~~ osiclc, activity TTY, 00-100 DIN (7 : 1). Sol\vt1ts : Sl = 1-Icsnllo-accto11c
Dctcc~ioti:
s,
=
I-lcsatlc-acctot1c
(10:
s,
=
I-~CXallC-ZtCCtOtlC
s, S,
= =
I-1csanc-acctot1c
(I 5 : I). (30 : I) *
%
=
C}~clollcsatlc-acctonc
$ ‘7 D, D,
= = =
Cyclollcsatlc-acctonc
D, = D., =
T 57)
Ncratovicc),
(Splann,
loose
layer.
I).
I-lcsanc.
(7 : 2). (7 : 1).
U.Y. light. .liccluctioti by sprayinff with statinous Ghrlich’s rcaficttt. Sodium hyclrosiclc in aq~~cous ethanol. Sodium hyclrosiclc in acctonc.
Cornpozimd
2-Nitroclilorolxnzctie 4-Nitrochlorobcnzcnc z,q-Dinitrochlorobcnzcnc a,&‘Dinitrochlorobwwxtc ?,4,6-Tritiitrocl~lorolxtizct~c
chloriclc
solution
and
thcti
clctcction
with
I?p
. 3,
Sl
s,
0.90
o.SG
o.so
0.96
o.g4
0.92
o.so 0.56 0.67
0.67 0.41
o-55 0.33 0.36
0.51
s,
sll
s,
0.76
0.55
o.s3
o.ss
0.65
o.s2
0.43 0.19
0.19
0.72
0.13
0.22
0.06
0.59 0.6G
0.79 0.57 0.63 0.41 0.47
s,,
i
.
&cck.
DERIVATIVES
~ohdio~~
Clrew. Com~mt!a., 32 (1967) 2742)
n-JIethyl-I,j-diaminobenzeIle q-Methyl-I,?-diaminobenzene ;r-Methoxy-r,+diaminobenzene z-Nethosy-r ,j-diaminobenzel~e j-Uethosp-r,a-dianlillobeIlzelle 2-Jiethgl-j-nlethosr-I,$-diaminohenzene Nyano-I,+diaminobenzenc
-
-
0.52
0.76 0.25
0.20 0.36 0.11
0.07 0.15
0.03
0 0
0
o&.jo
-
0.55
0.1s
-
0.53
0.14 0.04 o.oG
-
-
0.01
o.rj
0.04
0.62 0.67
o-.53 0.66 0.32 0.3s
0.16 o-33
0.01
0.0s
0.10
0.03 0.02
0.04
0.01
Whatman No. 3. 20 y0 formamide in ethanol. S, = Heptane, in atmosphere of ammonia. S, = Heptane-benzene (I : I), in atmosphere of ammonia. S, = 13enzene, in atmosphere of ammonia. S, = Chloroform, in atmosphere of ammonia. S5 = Chloroform-ethyl acetate (I : I), in.atmosphcre of ammonia. Ehriich’s reagent and observation in daylight and U-1’. light.
&%3’r\Rl~,
3-8lethyl-I,q-diaminobenzeIle n-bleth$I ,3-diaminobenzelle
Detection :
Paper : Impregnation: Solvents:
J.
OF DIAMISOBESZESE
ASD
12~ VALUES
(1. GE!WNS
I’c
TABLE 67
red orange orange orange orange
~dlO\V
p?llOW
orange faint yellow-green yellow-green orange red red red orange gold
&yano-I,n-diaminobenzene 2-Ethosy-I,j-diaminobenzene z-Chlor~-~,4-diamillobellzelle 4-Chloro-I ,2-diaminolxnzenc 2,6-D~~~loro-I,4-diaminobenze~le 2-Chloro-4-aminophenol ?-Amino-q-methyll,henol I .~,4-l‘riaminol>wz.eiie 2,3,j-l’riaminochlorobenzene $3, j-Trian~inobronlol~enzene N-Benzogl-I ,4-diarninobenzene S-AminoquinoliIie N,N-Dimethpl-I,4-diaminol>enzelle I\‘,K-Diethpl-I,4-diaminobellzene i\‘-Xlethpl-N-hpdrosyethyl-r,4-diamino~enzelle id-Ethyl-i\-hydros)rethyl-I ,J-diaminobenzelle N-Ethyl-1\T-methoxyetl~~l-I,4-diamino~cnzee ~-~lcthyl-~,N-bis-hydrosyetl~yl-I,4-diaminob~nzenc X,X-Bis-hydrosycthyl-I ,4-diaminol>cnzene N-lipdros~eth~~l-~-c~a~~octl~~l-I,4-di~~~~i~~o~cn~c~~e ~-Cl~loro-N,5-bis-h~drosyethgI-r,4-di~~~~i~~oi~e~~~e~~c 2-~Jethyl-N-l>utyl-N-hydrosgcth~l-I ,~-diaminol>el~zene ~-~1@IhOs~-j-aceta~~~ino-N-h~dro~\:ethyl-N-c~a~~oetl~ylI ,4-diaminobenzene ~-Ethosy-5-acetamino-N.N-l>is-acetos~etl~~l-I,4-dia~ni~~obenzene o-33 o-34 0.43 0.66 0.0s 0.11
0.09 0.09
0.02
0.01
0.3’ o.sg
0.03 o.GG
0.01
0
0
0
0
0.01
Ohj
0.47
0.71 0.03 o.oG
0.27
0 0 0.25 0 0 0 0 0.12
o-39
0.10
0.17 o.SG O.jS o.s7 0.09 0.26 OSj 0.02 0.01 0.05 0.05 O-74
0.05 0
o.G7
0 0
0
0
0.01
O.&j0
0.0s 0 0 0 0 0 0 0.4' 0.10
0.16
0.02
0.01
0.10
0
0
-
-
0.4’ 0.90
-
O-93
orange
faint orange
orange orange yellow -
JQAlO\Y
-
orange gold Grange-red faint yellow gold yellow yellow brown violet-red brown )T?llOW yellow-orange yellow-orange yellow yello\v pCllOW yellow )rellO\V
-
-
-.
--
-
-
-
-
0_3q -
O-33 0.10 0.22
o-45 -
0.21
0.3g
0.0s
0.22
o-95 O-47 0.65 0.91
OS3
0.92
0.65
O-17
0.7s 0.16 O-35 0.02 o-13
0.55'
0.54.
0.23 0.71 orange red-orange violet orange yellow-green yellow-green green yellow gold -
JdlOW
I‘, 60
CHMO~IATOG~AP~IIC
II‘LC x1.. \‘:\LUIES (I?. I:. I-Ih~~voo~~, Thin lsycr: Sol\*cnts :
Dctcction:
CO~IIIpollild
OF SOJIE NEUTRAL 31. \V. 1-10~~~2~
Kicsclgcl
s, S, S, 13, ID,
GF
25q
DATA
(1968)
DRUGS ~~13 1-E.
(hlcrck)
activatccl
for
1 11 at
Iloo.
= Ethyl ncctatc. chloriclc-\vatcr (1 : 2 : ~----organic phase), = Diosan-mcth~~lcllc = Chloroforni-acctonc (9 : I), = l-J.V. light (Hanovia Cliromatolitc 254 nm). = The chrornatogranis arc C~~OSC~ for a fc\v see to chlorine gas, left in air for about containing 1 “/o of potassium Ij niin and spra>~ccl \vith 2 o/o starch solution iodide. __-_-.-_-__-______ Limi( qf dcfeclio~u i.12jig I?!..
-
--.------- s, s, --.-_--_--~-.-----
s:,
Aniiclopyrinc
0.25
o.GS
0.20
B~nicgriclc
0.63
0.70
0.93 0.9-t
O.&i0 O.J_1
0.62
0.79
0.20
l-3. :zocninc Crc nvaletonc Caffcinc Carbronial Gtliylbutyrylurca Ethylcrotonylurca Glutctliiiniclc Meplicnesin Mephcncsin carbamntc Meprolxmate Methylpentynol carbamatc Methyprylone Pentylcne tetrazole Pheiiurone Sedorniicl Sedulon Styraniatc TJrea
-
12,
-.--.
D,
06.5
0.5 10
0.5
10
0.5
0.5
0.5
0.5
0.16
0.gG
0.10
o.GS
o.sg
o.;t7
O.=J3
0.73
0.23
0.53 0.6s o.& 0.50 o.+s
0.73
0.23
0.96
0.55
O.Gj
O.IG
0.gS
0.10
o._=jI
0.00
*5 abovc
100
0.5
0.W
o.ss
o..to
;LlJOVC
100
0.5
O.‘{O 0.23 0.53 0.03 0.31 0.50 0.02
0.7” 0.55
0.27 0.13
above al,ovc
100 100
O.&f
0.15
o.Sr
0.27
0.67
0.52
0.03
0.23 0.0s
0.03
0.5 TO
al~ovc 3
100
0.5
0.5 3 *5
IO 3
*5 above
0.5 100 0.5
5 100 above
0.5 0.5
0 . .5 100
0.5 ‘5
100
0.5
CHI”\OJIATOGI‘\r\I~HIC’
TABLE
DATA
D
(I@)
61
G9
PC XI? v.+LuTzs OF SOME ~,~-l3IS(4-r-~Yl~RO.~~~P~I~~~YL)PI~Ol~.-\~:$I~l%RI\‘ATI\‘lLS (I. WIIZSNER, Calleclio~t Czech. Chm. Co~~~wr~r., 32 (1967) 449) Paper: \Yhatman No. 3, Impregnation : .L, = 25 O/( rlictllanolic solutioti of formnmiclc. o/o Ilwth~LilCJ~ic SOlLltiOll Of C~~lliC~h~~f~~~ll~~ii~C~~. I, = l.j--20 -. S01\w11ts : (I : ‘I *‘). 31 = l-lopt,zllc-cllloroform ._ _ s, = H.cptanc. s, = Cl~loroform. s,, = C~~CiCJhC~~~ll~-b~tl~Cll~ (5 : I), Detection : ‘I’reatiiicnt with pyricliilc or quinoline for rg-20 miii at I Iso. Tlic procedure is carriccl out bctwcen t\vo glasis plates mcl lnycrs of paper wool, pyricliilc or quilioliiic lamps. bcitig sonlcccl into tlic papi’r lvool, ancl unclcr infrared
------
--_--
014-l
-
0.1s
0.26
I .oo
-
0.06
1.00
-
0.09
1.00
_-
*--
0
I.00
-
0
O.SG
-
0
0.61
-
0
0.1s 0.37
-
0
D
CHl~Oi\lATOGRAPHIC
62
Pay: Impregnation Sol\,Tnt : Dctcction :
\\‘llatmall
No.
: 30 o/0 solution
3. of z,Z’- osyclicthanol
El,, =
Potnssium
ID, =
Potassium
r-(_~-le~~.-Nonylpllcllos~~)-~,q-cposyl~~c~l~nrlc ~-(2,~-.Di~~~ctl~ylpl~ct~osy)-~,3-cposypropanc 1-(3.~-Din~etl~ylpl~c~~o.~y)-:!,3-cl~osypropanc r-(~-i\Ietllosypllcllosy)-:!,3-cl>osyp~ol~anc 1-[~-(~-Isol~ropylpl~cnyl)-l~licnosy]-~,3-cpos~~propane ~,~,~-Trimctl~yl-~-[~-(~,3-cl~osypropylosyl~l~c~~yl)~-cl~romanc
-0
ctllcr-clim~thylfo~mnt~~iclc
iocloplatinntc. ioclofcrratc.
j-eposypropanc 1 -P11on0sy-a, 1-(~-~~ctl~yl~~licnosy)-3,3-c~o”ypr~~ r-(3-~Ictl~ylplicnosy)-a,3-c~~o~y~~ro~~~~~~~ ~-(~-~~~tl~~~Ipli~1ios~~)-2,3-e~~oxy~~rol~a~~~’ I- (4-~tllyll’licnos~~) -2,3-eposypropanc 1-(~-I~opropylpl~c11osy)-2,3-cposyprc 1-(~-Tsopropenyl~~?hcnosy)-~,3-c~,o~~~~~ 1-(~-~~~~/.-I3utylphcnosy)-z,3-c~,os~~~~ I -(~-levl.-Octylphc1~osy)-~,3-cposypropa1~~
CH2-CHCH20 \/
monobutyl
?L-I-Ieptanc.
O-43 0.L1-9 O.-ICI 0.5s 0.5~C 0.59 0.67 0.65 O.SI
O.SJ 0.63 0.60 0.16 0.49 0.47
1~AT.A (1968)
(1 : 2).
11
IhAxxtion Gcncrnl
(a)
: formula
:
( b)
-CHzCH--CH2 ‘0’
Ccl~~qwlrl?rr! ._..... _-_.-._ ‘I CL I 1.1 Ic .IiL
--CH_YCH OH
I1
0
o.g1
0
Cl.fj
.I
0
0.1
.j
I
O.fjG 0.33
la
‘2
:I iL ‘1 il
3 -t
.I I.1
1
O.IcJ 0.
IO
0.0s
-CH2CI
(cl
-CH2CH-CH20H OH
CHROMATOGRAPHIC
D 64 TABLE PC
RF
(I.
VALUES
OF
CONTAINEL3
IN
THE
LO\\‘-MOLECULAR
Mkltnlan No. 3. 30 Oh solution of r,S-octnnediol-dill~~tll~l Cyclohesane-cliosanc (4 : I) ; 1000 ml water. iocloplatinatc. D, = Potassium ioclofcrrnte. D, = Potassium
Impregnation: :
Detection
COMPOUNDS
‘EL’OSY
RESINS
Collcctiow Czec?~. Che~z. CO~WWUR., 3~ (1gG7) -12 19)
Paper:
Gcncral
: forniula
of
tlic
sulfosiclc niobilc
(I : 2) in mctlxmol. plinsc wcrc snturatctl
: Y
CH2CHCH20--X-0
-CHCH20-X-0
I OH
S
rcprcscnts
:
Y rcprescnts
: -CH2
:a) -
IIIa Ila IFIb \&Ib Ib ITIc IIC IC la Ia
(b)
-
CH2CH I OH
cH2cTOA
0
o.ss o.so
0
0.62
0
OS.53
0
0.4.X
0
0.24 0.20
0
0 0
0.14
0
0.04
0
VIb Vb
0.23 0.07 0.02 0.94 0.77
0
0.51
0
VIC
0
0.36 0.10
\‘ITa LVa
0
I
0
0.63
In Via \:a
(196s)
72
\\‘IESxER,
Sol\*cnt
13.4T.4
I 2
3 0
-
CH2CI
(Cl
-CH2CH
-CH20H I
OH
\vitli 2 ml
CHRO~lATOC;i~.~~PH!S TARLE
73
PC i?p
VALU13S
OF
DATA
(1968)
CO~IPOUNDS
D
~@NT:\ISlSI~
IS
LOW-MOLl%CULAIZ
EPOSY
RESINS
BASED
65
Oh’
‘DIA\‘DROSYl3~N%‘lENES (I.
\YIl%SNER,
COh2GtiOlz
Paper : Imprcpzation solvcllt : Pctcction Gcncral
Czech.
Whatman
:
:
C/lClU.
No.
COWUl~I~~l~.,
32
(1967)
4.322)
3.
30 ok solution of r,S-octnticcliol-clitlictliyl sulfoside (x : a) in nictlmnol. Cycloliesari~-cliosnne (4 : I) ; 1000 ml of this rnisturc were saturatccl water. I3), = Potassium iotloplatinatc. ioclofcrrntc. 13, = Potassium
formula:
CH2-CHCH20-X-O ‘L-1
S rcprcsmts
-Y
:
CH3
S rcprcscnts (a)
:
-CH,C3q----~H,
(b)
-CH,CH
-CH2CI I OH
ILL Ib Ila IIIa
IIIb IVa. IVb IIb Va Vb Via VLb
CH3
0.29 0.12 O.G‘[
0.3s 0.16
0.5 I 0.19 0.23 0.27 0.10 0.2s 0. IO
(Cl
-CH2CH
-CH2CH I
OH
with
2 ml of
osicle (.l%2anal), without ‘I’hin layer : Aluminium l-lcsalle-acetolle (3: I). Sol\*cnt : Dctcction : II, = Tl1e spots arc colourecl. D, = Elwlich’s reagent.
I-Amino2-_-\minoI ,2-Diaminoi,3-Diaminox,-t-Diaminox ,j-.Diamino1 ,S-:DiaminoI,&.l>iaminoI, 7-Diamino2,3-Diamino2,7-Dianiinor,2,3-Triamino2,G-Diamino1 ,z,4-TriaminoI ,-~,j,s-‘l’etraaminoz-h,Icthyl-I-amino=-~ictll\Il-4-anlino~-hlctlii.l-j(S)-amiiioz-~Icthyl-j-aminoa-h,Icthyl-G(7)-amino~-h’Icthyl-I,3-diamino2-Methyl-1 ,.I-diamino, , j) a-hlcthyl-r,j-dinmino-_-~Ictliyl-r,S-cliamino” 2-Methyl-I,G-cliamino2-nlctli\,l-1,7-tlianliiio~-R4ctl~yl-3,6(7)-dian~inoa-Mctliyl-I,L~,j(S)-tri,amino4-nlcthyl-I-umino~I--~lctliyl-~-aminof-~Ietl~yl-I,3-di;~mino‘t-~lcthyl-~,j-diamino+-Methyl-I ,S-tliaminoG-Rlcthyl-I,&diaminod-Methyl-r,7-cliamino4-Mctliyl-I,j,S-triaminox,3-Dimctliyl-~,~-cliniliiiioI-Aiiiino-4-bcnzoyI~n~i~~oz-~Icthyl-I-a1iiino-~-bcnzo\Ilamitioa-ethyl-.r-ntllino-_l-bcnzoyl~tminoI-Amino-cl-cliloroI-Aniino-g-cliloro~-Amino-S-cliloroI-Acctamino-.I-clilOroz-Amino-3-chloroI-Aliiino-2-bromoI-Amino-3-bramoI-Amino-4-brolno-
binclcr,
O.GI 0.3s o..to 0.22 0.26 o..l_6 ".LC" 0.22 0.1-k 0.12 O..I I 0.23 0.10 0.20 o.:1g O.Gg)
o.G3 0.01 o.:t_t 0*-t I 0.29 0.3s 0.5 I O._lG 0.2s 0.1 s 0.0s 0.22 o.fxJ 0.3s 0.2 1 0.53 O,.I 7 0.2cJ 0.17 0.23 0.32 .o*-19 oe.57 O.G2 o..jG O._jS O.G_& O-7’ 0.55 0.S.i 0.7-t o.Gz
100s~ laycr.
brick reel ornngc-yc11o\\ \-iolct-blue l-ccl x*iolct rctl carmincz ornngerccl
orange-yclIo\v I)ro\vn oclirc->*cllo\v \*iolct l)ro\~n x’iolct Clark blue brick-reel brick-rctl lx-ick-reel ornngc->rollo\v ornngc-yellow x-ccl violet reel cnrmilic-reel orange-reel orange->wllow oclirc->dlow viol& brick-reel orange!-yc110\\ r-ccl t-cd carmine-i-cd ornngc-reel orang-!->dl0\V \-iolct rctl \Tiolct xvicalct violet hi-iclc-rctl brick-reel brick-t-ccl yc110\\, yellow orange-red I-ccl rctl
+
-1-
violet-blue orange-brown grey-grwn brown-carmine cnrminc-brown reel-brown ornngc-lm3\\~n dark brown ormgc-yc11o\v
violet bro\vn green
clarlc bl LIC _::
z + orange-bro\vn grey-green cnrminc-reel bro\vn-cnrminc lx-o\\m
h-own light bro\~n grcy_grccn -_ -Ireel browI C;lrtiiIiic-l.,ri:,i\‘n brown-carniinc
1igli t hrcn~n \*iolct ormigc-reel violet xhlct x*iolct +. +__ t ycllo\\~ yellow orntige-reel + +
2-Methyl-I-amino-3-chloro2-~Ictl~yl-r-a~~~ino-~-l~roi~~02-_4mino-3-lxonio2-Methyl-r-amino-‘I-bromoI ,~-Dinmino-2-bro~~~o2-Amino-l,3-clibromoI-Amino-2,4-clibromor-Amino-2-c11lOrO-~~-brOnlo2-MethoxyI-amino2-~~ethosy-3-an~ii~oI-Mctl~ylaminor-1-I yclrosy-2,4-clialnino.I-(p-l.l’osylamil70)-3-l_)romoI-AnilinoI-(p-Xitroanilino)I-(o-Cliloroaniliiio)-_ 11+ lnclicatcs bccomcs clccpcr.
brick-red brick-red orange-yellow brick-red violet oranw-:~z:low Orlclc-red brick-red brick-red ochrc-yellow carmine-violet violet ycl lO\V carmine-violet light pink carmine-violet
0.77 0.79 0.55 0.0s
0.59 0.71 0.52 O.S2
0.63 o.q.7 o.SG < 0.05 0.70 0.90 0.75 0.8s
.N
: zgrey-green + : + orange-yellow carniinc-violet grey-grccii yellow carmine-violet light pink carmine-viol&
--_.-..
that
after
sprayin g with
Elirlich’s
rcagcnt
the original
PC fi’l;~VALUES OP SONIX SULPHOD~I~IVATIVIS Ol? 3-HYDROSY-Z-NAPHTHOIC (J. <\\tlsI< AND J. ~lARI
colour
of the spots
ACID 35 j4)
M’llntlllall No. .{. ,~~-Propanol-ammotiia (2 : I). D, = tJ.1’. light. $-nitroaniliiic. D, = Diazotized
-._ c0112p01171~1!
KF
D,
13,
3-l-Iydrosy-2-naphthoic acicl 4-Ioclo-3-liyrlrosy-2-naplithoic acicl 7-Sulpha-3-hydrosy-2-naphthoic acid ,+-loclo-7-sulpha-3-hyclrosy-z-naphthoic 5-Sulpha-3-hydrosy-2-naphthoic acid
o.SG o.sg 0.50 0.63 O.‘@
green olive-green green olive-green yellow-green
violet-red violet-red reel red orange
acid
-
‘ TAl3LE PC
7t.3
Rfi-
VALUES
AS13
I1’5LlZCTROPl-lORETIC
;\lOl3ILITIRS
01”
SO;\112
I,.j,j-TRISU13STITUT~13
13~\Rl3l’CURIC
ACIDS
Sol\‘cnts
s, =
:
s:: =
z3 s; z =
4
Dctcction
:
11, = II),
=
13,
=
.Ii-13utanol-cone. ammonia-uxter (:I : I : 2). .Tsobutanol saturatccl xvith water. .. ‘II- 13utanol-acetic acicl-water (_t : I : .j), ?I-.lSutanol-ethanol-water (-10 : 11 : 19). Tsopropanol-cow. an~inonia-lvatcr (7 : 2 : I) , The chromatogran~ is sTxxyec1 with o. T :If NaOl-T ant1 vic\vccl unclcr ultraviolet light. IIic clironiatogram is sprayed \\-ith a 5 o/o ctlianolic cobnltous nitrate solution, clriccl at So0 ant1 csposcd to aininonia \.opours (blue spots of barbiturates). Socl~iuin pcrioclatc ant1 bcnziclinc (Car ribosiclcs),
Pnper electr~oplrovesis \v11at111a11 No. 1, Paper : 30 v/c111. Potential : Electrolyte : 13oratc buffer ~1-1 7. I 5. Dctcction : As abo~v2.
I-(8-D-~“\~bOfUl-~llOS~~)-~,~clictliyll~arl~ituric acicl I-~~~~~~~~~bofuraiios~~l)-j-C~ll~~l- j-T)hcll?‘lL)arbitL~ric
r-Rlcthyl-5,5-clicthylbarbituric acicl x-Methyl-5-ethyl-5-phcxiylbarl_Gturic
TABLE I‘l’c (31.
Paper : S01vc11t: Detection
0.77
0.79
0.80
o.S5
0.35 0.79 0.75
0.79 0.93 0.95
o.s2 0.90 0.90
0,s I
0.9 I
0,50
0.9’2
0.91
0.22
0.93
0.93
0.2
0.5r
3
77
&I**VALUES Bo~EI;,
acicl
0.35
OF J,
SOhIIE
FAR&\5
5-SUDSTITUT15D AND
17. Sonnl,
Whatman No. I. Ethyl acetate-acetic : Not stated.
Cj-AZAURACIL
Collection
acicl-water
Cscch.
DI::RI\‘ATIVISS
CJ~cmz. Co~rtnauu.,
32 (1967)
3577)
(30 : r p : 30). ‘P---
Compound
RI;-
5-(L-@O-I
,2,3,4-I~ctrahyclrosybutyl)-6-azauracil ,2,3,4-Tctraliyclrosybut)ll)-G-~l~~Luracil 6-(L-,x$0-1 ,2,3,~-l’ctrali~~clrosyl~utyl)-3-tl~ioso-2,3,~~,5-tctrahydro-r,2,~~-triazin-5-ox~e 6-(III-ribo-I ,2,3,~-~ctral~yclrosybutyl)-3-thioxo-2,3,~,5-tetral~ytlro-~,2,~-triazin-5-one 6-(~-~ylo-~,2,3,~-Tetrahydrosybutyl)-3-methyltl~io-2,j-dil~yclro-r,2,~-triazin-5-one ,2,3,~-Tetraliydrosybutyl)-3-n~ctl~ylthio-2,5-dihyclro-T,2,,~-triazin-5-ot~c 6-(0-~dbi~0-1 ,2,3,4-tctrahpclrosybutyl)-6-azauracil 5-(1,4-Anhydro-L-Zyxo-r 5-(r,4-.4nhyclro-L-;vybo-r ,2,3,4-tetraliyclrosybutyl)-6-azauracil ,2,3,4-tctrahyclrosybutyl)-6-azauracil 5-(1,4-Anhydro-o-ribo-I
0.2s
5-(D-do-1
0.2s 0.37 o-37 0.49 0.50 0.42 o-47 0.42